Anti-static sound-recording medium and method of making the same



ANTI-STATIC SOUND-RECORDING MEDIUM AND METHOD OF MAKING THE SAME Richard G. Rowe, Redding Ridge, Conn, assignor t Dictaphone Corporation, Bridgeport, Conn., 21 corporation of New York 'No Drawing. Original application May 11, 1950, Serial No. 161,471. Divided and this application August 11, 1952, Serial N0.'303,-831

4 Claims. (Cl. 1&6-37) This invention relates to a novel group of antistatic agents adapted to be incorporated in a sound-recording medium to reduce the-tendency of static electrical charges to accumulate on the surfaces of such a medium, and more particularly to sound-recording media incorporating such anti-static agents and a method of making such media. The anti-static agents of the present invention are particularly useful for reducing the accumulation of static charges on the well-known wax recording cylinders, and will be illustratively described in that environment. The phrase sound-recording wax will be used hereafter to designate the material of which such cylinders are made, although as is well known sound-recording waxes are ordinarily largely composed of metallic soaps, higher fatty acids, or both, and may contain no wax at all in a strict chemical sense.

The present application is a division of my pending application Serial No. 161,471 .filed May 11, 1950, now abandoned. The claims of the present case are directed to sound-recording media incorporating anti-static agents such as those claimed in my co-pending case, and to methods of making such media.

For many years sound-recording wax cylinders have been used for a variety of sound-recording purposes. As ordinarily used, such cylinders are mounted on a horizontal rotating mandrel of a dictating machine, and a laterally movable sound-responsive stylus cooperates with the rotating cylinder to cut a helical sound track in the surface thereof. As an incident of this cutting action short, curly fibers of the waxmaterial are removed from the surface to the cylinder, which fibers are sometimes referred to as chips, and a container or chip collector is usually provided beneath the cylinder to collect those chips that fall off the cylinder. It is, of course, desirable that all of the chips fall off the cylinder as soon as they have been formed so that they may be collected and disposed of in an orderly manner, but unfortunately there is a tendency under normal circumstances for the majority of the chips formed to continue to adhere to the cylinder surface. Although the reasons for the adherence of the chips to the surface of the cylinder are not completely understood, my investigations indicate that the principal reason for this undesired adherence of the chips is the accumulation of a static electrical charge on the surface of the cylinder.

The removal of the chips from the surface of the cylinder is desirable for a variety of reasons. The cylinders are usually kept in cylindrical containers having an interior lining made of a fibrous fabric, and if the chips are not completely removed from the cylinder sur face, they may be transferred to the interior of the container. Continued use of a container that has been contaminated with chips may cause the sound record to be scratched or otherwise deformed as the cylinder is inserted into or withdrawn from the container. If the chips are not removed by contact with the interior of the container, they may interfere with transcription of the sound record. Moreover, the adhering chips are atent 1 ice generally untidy since, if they do not fall into the chip collector of the dictating machine for disposal in a controlled manner, they have a tendency to fly off in the atmosphere and adhere to clothing, carpets and the like.

It .is accordingly an object of the present invention to provide a wax sound-recording medium in cylindrical or other form that is of such a character that chips cut from the surface thereof by a sound-responsive stylus do not tend to adhere to the surface of the medium. It is another object of the invention to provide an improved anti-static agent adapted to be incorporated in a soundrecording wax to reduce the tendency of static electrical charges to accumulate on the surface of the sound record. It is a further object of the invention to provide a SOUlld-YBCOILllIlg wax incorporating such an anti-static agent. It is still another object of the invention to provide a method of making such an anti-static agent and a method of incorporating it effectively into a sound recording medium. Other objects of the invention will be in part obvious and in part pointed out hereafter.

The objects of the present invention may be achieved in general by providing a sound-recording wax containing a relatively small quantity of N-cyclohexyl ricinoleamide. l have found that the tendency of static electrical charges to collect on the surface of a sound-recording wax containing a small proportion of N-cyclohexyl ricinoleamide, is materially reduced, and that when this compound is incorporated in the wax nearly all of the chips formed by the action of a sound-responsive stylus .thereonfall off as soon as they are formed. The quantity of the ricinoleamide incorporated in the sound-recording wax may vary from 2% to 10% by weight, although in most cases preferred results are obtained by using about 4% by weight of the ricinoleamide.

The present anti-static agent is preferably added to the wax while the 'wax is in molten condition and prior to the time that it is cast into a cylinder. Although N-cyclohexyl ricinoleamide may be added to the'molten wax as such, I prefer rather to add to the Wax cyclohexylamine ricinoleate which, during the process of manufacturingthe Wax cylinder, is converted into the ricinoleamide. Thus in one aspect, the present invention comprises incorporating in a sound-recording Wax a compound selected from the group consisting of cyclohexylamine ricinoleate and N-cyclohexyl ricinoleamide. So far as I am aware, cyclohexylamine ricinoleate and N- cyciohexyl ricinoleamide are both new compounds.

In order to point out more fully the nature of the present invention, the following illustrative procedures are given for making the cyclohexylamine ricinoleate and N-cyclohexyl ricinoleamide, and also for incorporating them in a sound-recording wax to produce a soundrecording medium having anti-static properties: A heated stainiess steel vessel equipped with a motor driven agitator is charged with 149.25 lbs. of ricinoleic acid which may be of the type known as Bakers P-lO acids, and 50 lbs. of cyclohexylamine, that is, approximately equimolar proportions of the two reactants. The resulting mixture is heated with agitation to a temperature of to 200 F. for a period of one hour to cause the acid and amine to react to form cyclohexylamine ricinoleate.

T he crude product is charged into a vacuum still and distilled under a reduced pressure of 50 m. m. absolute. The fraction boiling between 489 and 493 F. is separated as cyclohexylamine ricinoleate. This product is a viscous liquid soluble in benzene, ethyl acetate and acetone and insoluble in methanol and Water. Its specific conductivity, although not comparable with that of a metal, is substantially higher than the conductivity of other chemically related materials.

The cyclohexylamine ricinoleate as thus formed may be incorporated in a conventional sound-recording Wax,

for example, the wax formula disclosed at page 35 of The Reproduction of Sound by Henry Seymour (1918), in the following manner: A suitably heated vessel is charged with 3,333 lbs. of S. Stearine (commercial stearic acid) and the S. Stearine is melted. To the molten S. Stearine a solution of 208 lbs. of 98% caustic soda in 525 lbs. of water is slowly added. As the caustic soda solution is added, neutralization of the S. Stearine occurs and the mixture is heated to such an extent as to remove all water from the resulting soap mixture.

After completion of this neutralization step, 178 lbs. of red lead is added to the mixture in the reaction vessel.

The addition of the red lead may be effected by removing a small quantity of the molten soap mixture from the heated vessel and mixing the red lead in powder form therewith, after which the mixture of red lead and soap is added to and mixed with the main body of material in the vessel.

When the red lead has been incorporated into the molten soap, 212.5 lbs. of cyclohexylamine ricinoleate, 950 lbs. of paraifin wax, and 119.5 lbs. of myrtle wax are successively added to the mixture in the kettle, and heating of the mixture continued at about 375 F. for a period of about 24 hours. During this heating period the cyclohexylamine ricinoleate is converted into N-cyclohexyl ricinoleamide.

At the end of the heating period the molten mixture is cast into cylinders in the usual manner, and the cylinders machined to form the desired sound-recording surface.

Cylinders made in accordance with the foregoing procedure are strikingly superior to conventional cylinders in respect to the extent to which chips fall off the surfaces thereof when they are cut by a sound-responsive stylus. Moreover, tests have shown that the electrical conductivity of the wax is appreciably increased by incorporation of the present anti-static agent therein.

As previously indicated, the cyclohexylamine ricinoleate of the foregoing procedure may be replaced by N-cyclohexyl ricinoleamide, which may be prepared as follows: A suitable reaction vessel provided with a reflux condenser is charged with 544.5 lbs. of castor oil, which may be Bakers AA U. S. P. castor oil, and 162 grams of cyclohexylamine. The charge is heated with stirring at 355 -390 F. for a period of 5 hours to form the amide. The resulting product is poured into shallow pans and cooled to room temperature. During the cooling process the product solidifies.

The crude product is recrystallized from acetone. The product is dissolved in hot acetone and water added to the hot solution until it becomes cloudy. The solution is then heated until it becomes clear, then cooled to cause the amide to separate out. The product as thus refined is a white waxy solid having a melting point of l24-127 F. It is insoluble in water and soluble in ethanol, toluene, acetone, di-butyl phthalate, butanol, kerosene, and ethyl acetate. It can be added to the molten wax in the manner previously described for the ricinoleate.

It is, of course, to be understood that the foregoing detailed procedure is illustrative only and that numerous changes may be made therein without departing from the scope of the invention. As indicated previously, the desired result may be achieved by adding either N-cyclohexyl ricinoleamide or cyclohexylamine ricinoleate to the molten wax. However, there is some advantage in using the ricinoleate since it is easier to make than the amide and is automatically converted into the amide in the course of the formulation of the sound-recording wax. Many different wax formulae have been previously proposed for sound-recording purposes and my experiments indicate that the present anti-static agent can be used in any of these known formulae to improve the anti-static properties of the resulting sound-recording wax.

Since many embodiments might be made of the present invention and since many changes might be made in the embodiment disclosed herein, it is to be understood that the foregoing description is to be interpreted as illustrative only and not in a limiting sense.

I claim:

1. A sound-record medium having anti-static properties, said medium comprising a sound-recording wax containing from 2% to 10% by weight of N-cyclohexyl ricinoleamide.

2. A sound-recording medium having anti-static properties, said medium comprising a sound-recording wax containing about 4% by weight of N-cyclohexyl ricinoleamide.

3. The method of making a sound-recording medium having anti-static properties which comprises preparing a melt of a sound-recording wax, mixing with said molten wax between 2% and 10% by weight of cyclohexylamine ricinoleate, heating the resulting mixture to convert said ricinoleate to the corresponding amide, and cooling and casting said mixture to form a solid soundrecording medium.

4. The method of making a sound-recording medium having anti-static properties which comprises heating a mixture of fatty acid, caustic alkali, and paraffin wax to form a molten mass, adding to said molten mass from about 2% to 10% by weight of cyclohexylamine ricinoleate, heating the resulting mixture to convert said ricinoleate to the corresponding amide, and cooling and casting the resulting mixture to form a solid sound-recording medium.

No references cited. 

1. A SOUND-RECORD MEDIUM HAVING ANTI-STATIC PROPERTIES, SAID MEDIUM COMPRISING A SOUND-RECORDING WAX CONTAINING FROM 2% TO 10% BY WEIGHT OF N-CYCLOHEXYL RICINOLEAMIDE. 